NPASS drugs

Drug Information

Drug ID:	NPD1249
Drug Name:
Molecular Formula:	C14H13ClN4O
Canonical SMILES:	Clc1ccc(cc1)Cc1noc(n1)CCc1cnc[nH]1
Standard InCHI:	InChI=1S/C14H13ClN4O/c15-11-3-1-10(2-4-11)7-13-18-14(20-19-13)6-5-12-8-16-9-17-12/h1-4,8-9H,5-7H2,(H,16,17)
Standard InCHIKey:	CPOUJACQGWJJQB-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1249

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	553
0.1-0.2	10866
0.2-0.3	13661
0.3-0.4	2658
0.4-0.5	2028
0.5-0.6	975
0.6-0.7	146
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7253	NPC282531
Intermediate Similarity	0.7251	NPC282247
Intermediate Similarity	0.723	NPC238945
Remote Similarity	0.6995	NPC54981
Remote Similarity	0.6951	NPC69843
Remote Similarity	0.6937	NPC323244
Remote Similarity	0.6854	NPC116555
Remote Similarity	0.6854	NPC71238
Remote Similarity	0.6835	NPC267811
Remote Similarity	0.683	NPC156003
Remote Similarity	0.6814	NPC328924
Remote Similarity	0.6734	NPC473380
Remote Similarity	0.6734	NPC240088
Remote Similarity	0.6717	NPC317054
Remote Similarity	0.67	NPC265710
Remote Similarity	0.6667	NPC16659
Remote Similarity	0.6561	NPC114209
Remote Similarity	0.6558	NPC473376
Remote Similarity	0.6513	NPC470204
Remote Similarity	0.6509	NPC474389
Remote Similarity	0.648	NPC470203
Remote Similarity	0.6478	NPC470323
Remote Similarity	0.6471	NPC327477
Remote Similarity	0.6462	NPC300238
Remote Similarity	0.6456	NPC308931
Remote Similarity	0.6456	NPC99939
Remote Similarity	0.645	NPC267078
Remote Similarity	0.645	NPC935
Remote Similarity	0.6441	NPC295452
Remote Similarity	0.6441	NPC171393
Remote Similarity	0.6425	NPC62749
Remote Similarity	0.6422	NPC474357
Remote Similarity	0.6394	NPC17059
Remote Similarity	0.638	NPC320968
Remote Similarity	0.6373	NPC60537
Remote Similarity	0.6356	NPC475736
Remote Similarity	0.6351	NPC471603
Remote Similarity	0.6346	NPC476527
Remote Similarity	0.6345	NPC122141
Remote Similarity	0.6343	NPC54537
Remote Similarity	0.6323	NPC54744
Remote Similarity	0.6321	NPC188821
Remote Similarity	0.6321	NPC474180
Remote Similarity	0.6313	NPC225018
Remote Similarity	0.63	NPC474195
Remote Similarity	0.6286	NPC213629
Remote Similarity	0.6272	NPC17305
Remote Similarity	0.6244	NPC236711
Remote Similarity	0.6209	NPC321708
Remote Similarity	0.6209	NPC235501
Remote Similarity	0.6209	NPC25465
Remote Similarity	0.6204	NPC171317
Remote Similarity	0.6204	NPC131887
Remote Similarity	0.6203	NPC286696
Remote Similarity	0.6203	NPC185903
Remote Similarity	0.6195	NPC177996
Remote Similarity	0.6195	NPC147983
Remote Similarity	0.6194	NPC63109
Remote Similarity	0.6193	NPC469308
Remote Similarity	0.619	NPC474196
Remote Similarity	0.6188	NPC113369
Remote Similarity	0.6176	NPC313730
Remote Similarity	0.6175	NPC293917
Remote Similarity	0.6171	NPC476524
Remote Similarity	0.6171	NPC476525
Remote Similarity	0.6161	NPC242923
Remote Similarity	0.6147	NPC130570
Remote Similarity	0.6139	NPC56233
Remote Similarity	0.6139	NPC49217
Remote Similarity	0.6136	NPC317701
Remote Similarity	0.6134	NPC469811
Remote Similarity	0.6129	NPC18223
Remote Similarity	0.6129	NPC237812
Remote Similarity	0.6121	NPC201900
Remote Similarity	0.6117	NPC216159
Remote Similarity	0.6114	NPC94752
Remote Similarity	0.6108	NPC78020
Remote Similarity	0.6104	NPC74619
Remote Similarity	0.6103	NPC321911
Remote Similarity	0.6101	NPC268744
Remote Similarity	0.6101	NPC201266
Remote Similarity	0.6101	NPC220797
Remote Similarity	0.6101	NPC153123
Remote Similarity	0.6101	NPC474318
Remote Similarity	0.6101	NPC475914
Remote Similarity	0.6095	NPC228835
Remote Similarity	0.6095	NPC108011
Remote Similarity	0.6093	NPC326422
Remote Similarity	0.6091	NPC476073
Remote Similarity	0.6089	NPC72956
Remote Similarity	0.6087	NPC111275
Remote Similarity	0.6083	NPC174281
Remote Similarity	0.6083	NPC475286
Remote Similarity	0.6082	NPC143872
Remote Similarity	0.6082	NPC63545
Remote Similarity	0.608	NPC41982
Remote Similarity	0.6077	NPC307191
Remote Similarity	0.6075	NPC210123
Remote Similarity	0.6075	NPC476460
Remote Similarity	0.6073	NPC77241
Remote Similarity	0.6073	NPC269203
Remote Similarity	0.6073	NPC13456
Remote Similarity	0.6073	NPC166209
Remote Similarity	0.6068	NPC203468
Remote Similarity	0.6068	NPC149155
Remote Similarity	0.6068	NPC110500
Remote Similarity	0.6066	NPC15102
Remote Similarity	0.6062	NPC471194
Remote Similarity	0.6062	NPC153980
Remote Similarity	0.6062	NPC6865
Remote Similarity	0.6062	NPC471193
Remote Similarity	0.6058	NPC11126
Remote Similarity	0.6055	NPC67288
Remote Similarity	0.6054	NPC54420
Remote Similarity	0.6051	NPC201380
Remote Similarity	0.6051	NPC179787
Remote Similarity	0.6042	NPC476454
Remote Similarity	0.6042	NPC197068
Remote Similarity	0.6041	NPC469975
Remote Similarity	0.604	NPC317105
Remote Similarity	0.6039	NPC267885
Remote Similarity	0.6037	NPC329765
Remote Similarity	0.6037	NPC476526
Remote Similarity	0.6037	NPC48117
Remote Similarity	0.603	NPC115049
Remote Similarity	0.6029	NPC314281
Remote Similarity	0.6029	NPC314491
Remote Similarity	0.6029	NPC314919
Remote Similarity	0.6029	NPC40530
Remote Similarity	0.6027	NPC100321
Remote Similarity	0.6027	NPC19696
Remote Similarity	0.6027	NPC136957
Remote Similarity	0.6019	NPC165495
Remote Similarity	0.6017	NPC470730
Remote Similarity	0.6017	NPC477175
Remote Similarity	0.6017	NPC477176
Remote Similarity	0.6017	NPC470729
Remote Similarity	0.6017	NPC471614
Remote Similarity	0.601	NPC59269
Remote Similarity	0.601	NPC325903
Remote Similarity	0.601	NPC14113
Remote Similarity	0.601	NPC145885
Remote Similarity	0.601	NPC84827
Remote Similarity	0.6009	NPC227582
Remote Similarity	0.6	NPC162860
Remote Similarity	0.6	NPC288838
Remote Similarity	0.6	NPC191415
Remote Similarity	0.6	NPC478158
Remote Similarity	0.6	NPC32534
Remote Similarity	0.5992	NPC475969
Remote Similarity	0.5992	NPC477177
Remote Similarity	0.5992	NPC475859
Remote Similarity	0.5992	NPC474877
Remote Similarity	0.5991	NPC477118
Remote Similarity	0.599	NPC253687
Remote Similarity	0.5983	NPC470732
Remote Similarity	0.5983	NPC471192
Remote Similarity	0.5983	NPC470731
Remote Similarity	0.5982	NPC473640
Remote Similarity	0.5981	NPC248041
Remote Similarity	0.5981	NPC126709
Remote Similarity	0.5981	NPC55772
Remote Similarity	0.5981	NPC283219
Remote Similarity	0.5974	NPC308906
Remote Similarity	0.5973	NPC475506
Remote Similarity	0.5972	NPC102755
Remote Similarity	0.5972	NPC83381
Remote Similarity	0.5971	NPC54214
Remote Similarity	0.597	NPC477591
Remote Similarity	0.597	NPC92796
Remote Similarity	0.597	NPC135141
Remote Similarity	0.5967	NPC39092
Remote Similarity	0.5966	NPC165743
Remote Similarity	0.5962	NPC477120
Remote Similarity	0.5961	NPC478184
Remote Similarity	0.5957	NPC12100
Remote Similarity	0.5955	NPC74413
Remote Similarity	0.5952	NPC91179
Remote Similarity	0.5946	NPC155143
Remote Similarity	0.5943	NPC477003
Remote Similarity	0.5941	NPC63279
Remote Similarity	0.594	NPC64216
Remote Similarity	0.5933	NPC284775
Remote Similarity	0.5933	NPC477119
Remote Similarity	0.5928	NPC252338
Remote Similarity	0.5928	NPC190296
Remote Similarity	0.5928	NPC470497
Remote Similarity	0.5921	NPC473218
Remote Similarity	0.5921	NPC470702
Remote Similarity	0.592	NPC124276
Remote Similarity	0.5917	NPC297642
Remote Similarity	0.5909	NPC53947
Remote Similarity	0.5909	NPC470499
Remote Similarity	0.5902	NPC34300
Remote Similarity	0.59	NPC89987
Remote Similarity	0.5899	NPC316359
Remote Similarity	0.5899	NPC315617
Remote Similarity	0.5895	NPC470703
Remote Similarity	0.5894	NPC477418
Remote Similarity	0.5894	NPC477420

Drug Structure

NPD1249 OpenBabel08211700192D 21 23 0 0 0 0 0 0 0 0999 V2000 2.8147 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 -0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 -0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6974 0.9599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5064 2.3612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6756 0.7520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 0.2976 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.5929 1.9544 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1756 1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1701 1.7226 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 10 2 0 0 0 0 2 4 2 0 0 0 0 2 10 1 0 0 0 0 3 11 2 0 0 0 0 4 11 1 0 0 0 0 5 6 1 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 10 1 0 0 0 0 7 13 1 0 0 0 0 8 12 2 0 0 0 0 8 16 1 0 0 0 0 9 16 2 0 0 0 0 9 17 1 0 0 0 0 11 15 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 13 19 2 0 0 0 0 14 18 2 0 0 0 0 14 20 1 0 0 0 0 17 21 1 0 0 0 0 19 20 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011679
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9838905
ChEBI
CAS Number

Drug Properties

Molecular Weight	288.08
ALogP	0.1998
MLogP	2.34
XLogP	3.525
HDA	3
HBD	1
Rotatable Bonds	6
TPSA	67.6
RO5 Violation	0